Overcoming the Challenges of Authentic Leadership

Authentic leadership is powerful—but it’s not always easy. Leaders often face barriers such as fear of vulnerability, external pressures, and the challenge of maintaining empathy while making tough decisions. This interactive workshop will explore the key challenges of authentic leadership and provide practical strategies to lead with courage, compassion, and connection. Through self-reflection, group discussions, and real-world scenarios, participants will gain the confidence to embrace authenticity, build trust, and foster a culture of transparency and engagement.

Whether you’re a school leader, administrator, or educator, this session will equip you with actionable insights to overcome obstacles and lead with greater impact.

Workshop Agenda (60 minutes)

1. Welcome & Icebreaker (10 min)

Warm-up Question: “What does authentic leadership mean to you?”
Quick introductions & shared leadership experiences

2. Understanding the Barriers (15 min)

Interactive discussion on common barriers:
Fear of vulnerability
External expectations & pressures
Fear of conflict & resistance
Emotional exhaustion & burnout
Group poll: Which barrier resonates most with you?

3. Leading with Courage, Empathy, and Connection (20 min)

Short presentation on Brené Brown’s Wholehearted Leadership principles
Small group case study discussions:
Scenario 1: A difficult decision that requires vulnerability
Scenario 2: Handling conflict while staying true to your values
Scenario 3: Supporting others while maintaining personal well-being
Reflection: What would leading authentically look like in these situations?

4. Action Planning & Takeaways (10 min)

Individual Reflection: What’s one barrier I will work to overcome?
Group Share: One commitment to leading with more authenticity this week
Closing Message: Leadership is a journey, not a destination. Small, intentional steps lead to lasting change.
Q&A & Wrap-Up (5 min)
Open discussion & next steps
Resources for further learning

Key Takeaways: